pinacol (+/-)-1-benzamido-1-(2-methoxyphenyl)methane-boronate

Base Information

• Chemical Name: pinacol (+/-)-1-benzamido-1-(2-methoxyphenyl)methane-boronate
• CAS No.: 867182-09-0
• Molecular Formula: C₂₁H₂₆BNO₄
• Molecular Weight: 367.253
• Mol file: 867182-09-0.mol

Synonyms:pinacol (+/-)-1-benzamido-1-(2-methoxyphenyl)methane-boronate

Chemical Property of pinacol (+/-)-1-benzamido-1-(2-methoxyphenyl)methane-boronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pinacol (+/-)-1-benzamido-1-(2-methoxyphenyl)methane-boronate

There total 3 articles about pinacol (+/-)-1-benzamido-1-(2-methoxyphenyl)methane-boronate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 26.0%

dichloromethane (75-09-2) + benzoyl chloride (98-88-4) + pinacol 2-anisylboronate (190788-60-4) → pinacol (+/-)-1-benzamido-1-(2-methoxyphenyl)methane-boronate (867182-09-0)

Guidance literature:

dichloromethane; pinacol 2-anisylboronate; With n-butyllithium; In tetrahydrofuran; at 20 ℃;

With lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 16h;

benzoyl chloride; With benzoic acid; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.tetasy.2005.08.008

Reference yield:

2-Methoxyphenylboronic acid (5720-06-9) → pinacol (+/-)-1-benzamido-1-(2-methoxyphenyl)methane-boronate (867182-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97 percent / tetrahydrofuran / 1 h / 20 °C

2.1: n-BuLi / tetrahydrofuran / 20 °C

2.2: lithium bis-trimethylsilylamide / tetrahydrofuran / 16 h / 20 °C

2.3: 26 percent / benzoic acid / tetrahydrofuran / 20 °C

With n-butyllithium; In tetrahydrofuran;

DOI:10.1016/j.tetasy.2005.08.008

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) → pinacol (+/-)-1-benzamido-1-(2-methoxyphenyl)methane-boronate (867182-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97 percent / tetrahydrofuran / 1 h / 20 °C

2.1: n-BuLi / tetrahydrofuran / 20 °C

2.2: lithium bis-trimethylsilylamide / tetrahydrofuran / 16 h / 20 °C

2.3: 26 percent / benzoic acid / tetrahydrofuran / 20 °C

With n-butyllithium; In tetrahydrofuran;

DOI:10.1016/j.tetasy.2005.08.008

upstream raw materials:

dichloromethane

benzoyl chloride

pinacol 2-anisylboronate

2,3-dimethyl-2,3-butane diol

Downstream raw materials:

(+/-)-1-benzamido-1-(2-methoxyphenyl)methaneboronic acid